Reacción #2467952

ord-67d42663f4544ecbb93dbe1b87a4b604

Ecuación de reacción

C[C@H](N)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
L-Ala-L-Phe
c1ccncc1
pyridine
CC(=O)OC(C)=O
acetic anhydride
O
water
CC(=O)NC(C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
N-[2-(acetylamino)propionyl]phenylalanine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe resulting mixture is extracted three times with chloroform
  2. 2
    LavadoThe organic layer is washed with a saturated aqueous solution of sodium chloride
  3. 3
    Secadodried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONthe solvent is distilled away under reduced pressure

Procedimiento

L-Ala-L-Phe obtained in Experimental Example 6 (100 mg, 0.423 mmol) is suspended in methylene chloride (10 ml), and pyridine (10 ml) and acetic anhydride (1 ml, 11 mmol) are added to the suspension at room temperature. After stirring at room temperature for 24 hours, water is added and the resulting mixture is extracted three times with chloroform. The organic layer is washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent is distilled away under reduced pressure to obtain N-[2-(acetylamino)propionyl]phenylalanine.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08257943B2uspto-grants-2012_09